43207-78-9

Basic information

• Product Name: 7-METHOXY-1,2,3,4-TETRAHYDRO-ISOQUINOLINE
• Synonyms: 7-METHOXY-1,2,3,4-TETRAHYDRO-ISOQUINOLINE;AKOS BB-9298;1,2,3,4-tetrahydro-7-methoxyisoquinoline hydrochloride;m90105;4-tetrahydro-7-Methoxyisoquinoline hydrochloride;Isoquinoline, 1,2,3,4-tetrahydro-7-methoxy-;7-Methoxy-1,2,3,4-tetrahydro-isoquinoline 1HCl salt
• CAS NO: 43207-78-9
• Molecular Formula: C₁₀H₁₃NO
• Molecular Weight: 163.22
• EINECS: -0
• Product Categories: CHIRAL CHEMICALS
• Mol File: 43207-78-9.mol
• Article Data: 22

Chemical Properties

• Melting Point: 190 °C
• Boiling Point: 283.615 °C at 760 mmHg
• Flash Point: 109.208 °C
• Appearance: /
• Density: 1.044 g/cm³
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• PKA: 9.73±0.20(Predicted)
• CAS DataBase Reference: 7-METHOXY-1,2,3,4-TETRAHYDRO-ISOQUINOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: 7-METHOXY-1,2,3,4-TETRAHYDRO-ISOQUINOLINE(43207-78-9)
• EPA Substance Registry System: 7-METHOXY-1,2,3,4-TETRAHYDRO-ISOQUINOLINE(43207-78-9)

Safety Data

• Hazardous Substances Data: 43207-78-9(Hazardous Substances Data)

Usage

Synthesis Reference(s)

The Journal of Organic Chemistry, 33, p. 494, 1968 DOI: 10.1021/jo01266a004

InChI:InChI=1/C10H13NO/c1-12-10-3-2-8-4-5-11-7-9(8)6-10/h2-3,6,11H,4-5,7H2,1H3

Upstream product

• 22246-04-4 7-methoxy-3,4-dihydro-2H-isoquinolin-1-one 
• 39989-39-4 7-methoxyisoquinoline 
• 64-17-5 ethanol 
• 55-81-2 4-Methoxyphenethylamine 
• 1348500-58-2 C₁₀H₁₃NO 
• 221656-41-3 2-(1H-1,2,3-benzotriazol-1-ylmethyl)-7-methoxy-1,2,3,4-tetrahydroisoquinoline 
• 136390-01-7 ethyl-N-<2-(4-methoxyphenyl)ethyl>-carbamate 
• 111874-91-0 C-(3,4-Dichloro-phenyl)-N-[2-(4-methoxy-phenyl)-ethyl]-methanesulfonamide 
• 591-31-1 3-methoxy-benzaldehyde 
• 39964-84-6 (3-Methoxy-benzylidenamino)-acetaldehyd-dimethylacetal 
• 212184-82-2 7-Methoxy-4-phenylsulfanyl-3,4-dihydro-1H-isoquinoline-2-carbaldehyde 
• 212184-76-4 N-(2-Benzenesulfinyl-ethyl)-N-(3-methoxy-benzyl)-formamide 
• 212184-93-5 N-(3-Methoxy-benzyl)-N-(2-phenylsulfanyl-ethyl)-formamide 
• 212184-89-9 (3-Methoxy-benzyl)-(2-phenylsulfanyl-ethyl)-amine 

Downstream Products

• 54893-23-1 7-methoxy-N-methyl-1,2,3,4-tetrahydroisoquinoline 
• 1745-13-7 7-methoxy-1,2,3,4-tetrahydro-isoquinoline; picrate 
• 110192-19-3 7-hydroxy-1,2,3,4-tetrahydroisoquinoline hydrobromide 
• 247132-52-1 benzyl 7-(2-iodoethoxy)-1,2,3,4-tetrahydroisoquinolin-2-carboxylate 
• 247132-47-4 7-(4-ethoxycarbonylpiperidin-4-ylmethoxy)-1,2,3,4-tetrahydroisoquinoline-2-carboxylic acid benzyl ester 
• 247132-46-3 benzyl 7-(1-tert-butoxycarbonyl-4-ethoxycarbonylpiperidin-4-ylmethoxy)-1,2,3,4-tetrahydroisoquinolin-2-carboxylate 
• 247132-54-3 benzyl 7-[2-[4-ethoxycarbonyl-1-(pyridin-4-yl)piperidin-4-yl]ethoxy]-1,2,3,4-tetrahydroisoquinolin-2-carboxylate 
• 247132-50-9 benzyl 7-[1-(2-chloropyrimidin-4-yl)-4-ethoxycarbonylpiperidin-4-ylmethoxy]-1,2,3,4-tetrahydroisoquinolin-2-carboxylate 
• 247132-49-6 benzyl 7-[4-ethoxycarbonyl-1-(2-methylpyridin-4-yl)piperidin-4-ylmethoxy]-1,2,3,4-tetrahydroisoquinolin-2-carboxylate 
• 247132-53-2 benzyl 7-[2-(1-tert-butoxycarbonyl-4-ethoxycarbonylpiperidin-4-yl)ethoxy]-1,2,3,4-tetrahydroisoquinolin-2-carboxylate 
• 854261-77-1 benzyl 7-[1-(1-amidinophenyl-4-yl)-4-ethoxycarbonylpiperidin-4-ylmethoxy]-1,2,3,4-tetrahydroisoquinolin-2-carboxylate 
• 188576-49-0 7-hydroxy-1,2,3,4-tetrahydroisoquinoline-2-carboxylic acid tert-butyl ester 
• 247132-40-7 7-hydroxy-1,2,3,4-tetrahydroisoquinoline-2-carboxylic acid benzyl ester 
• 247132-42-9 7-chloromethoxy-3,4-dihydro-1H-isoquinolin-2-carboxylate benzyl ester 

Relevant articles and documents

Intramolecular Reductive Cyclization of o-Nitroarenes via Biradical Recombination

A visible-light-induced/thiourea-mediated intramolecular cyclization of o-nitroarenes under mild conditions is realized for the first time, which provides an efficient and environmentally friendly way to access pharmaceutical relevant quinazolinone derivatives. The reaction can be easily extended to gram level by using a continuous-flow setup with high efficiency. Mechanistic investigation including control experiments, transient fluorescence, UV-vis spectra, and DFT calculations suggests that the formation of active biradical intermediates via intramolecular single electron transfer (SET) is key stage in the catalytic cycle.

UREA PEPTOID BORIC ACID COMPOUND, PHARMACEUTICAL COMPOSITION THEREOF, PREPARATION METHOD THEREFOR, AND USES THEREOF

The present invention provides a urea peptidomimetic boronic compound and pharmaceutical compositions thereof, their preparative methods and uses. The compounds are represented by the following formula (I).

Synthesis and in vitro evaluation of tetrahydroisoquinolines with pendent aromatics as sigma-2 (σ2) selective ligands

5-Bromo-N-[4-(6,7-dimethoxy-3,4-dihydro-1H-isoquinolin-2-yl)-butyl)]-2, 3-dimethoxybenzamide 1 is a potent and selective σ2 receptor ligand suitable for further development. A series of new analogues, incorporating a variety of isoquinoline and carboxylic acid moieties, linked together with either a linear or cyclic amine spacer have been synthesised and assessed for their σ1/σ2 binding affinity and selectivity. Compounds with a rigid piperidine spacer gave Ki values for the σ2 receptor between 8.7-845 nM. Changing the configuration of the methoxy groups on the isoquinoline moiety resulted in molecules with σ2Ki values of 4.4-133 nM whereas varying the length and flexibility of the carbon spaces gave σ2Ki values 0.88-15.0 nM, some of the most active, selective σ2 ligands to date. Thus, the flexibility and length of the carbon linker and the carboxylic acid moiety are confirmed to be key to the exceptional binding affinity and selectivity for this active series. Additionally, the incorporation of a halogen on selected carboxylic acid moieties provided a convenient strategy for the introduction of a radiohalogen for applications in pharmacological and imaging studies.